CO5231186A1 - HERBICIDES BASED ON N-ARIL-URACILOS - Google Patents

HERBICIDES BASED ON N-ARIL-URACILOS

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Publication number
CO5231186A1
CO5231186A1 CO00092017A CO00092017A CO5231186A1 CO 5231186 A1 CO5231186 A1 CO 5231186A1 CO 00092017 A CO00092017 A CO 00092017A CO 00092017 A CO00092017 A CO 00092017A CO 5231186 A1 CO5231186 A1 CO 5231186A1
Authority
CO
Colombia
Prior art keywords
chloro
methyl
ethyl
phenyl
phenoxy
Prior art date
Application number
CO00092017A
Other languages
Spanish (es)
Inventor
Dieter Feucht
Peter Dahmen
Wilhelm Drewes Mark
Birgit Krauskopf
Mathias Kremer
Rolf Pontzen
Wetcholowsky Ingo
Original Assignee
Bayer Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Application filed by Bayer Ag filed Critical Bayer Ag
Publication of CO5231186A1 publication Critical patent/CO5231186A1/en

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Agentes herbicidas, caracterizados porque tienen un contenido activo de una combinación de productos activos que abarca al menos un N-aril-uracilo de la fórmula (I)<EMI FILE="00092017_1" ID="1" IMF=JPEG >En la que R1 significa hidrógeno, amino o alquilo con 1 a 5 átomos de carbono substituido en caso dado por ciano, por halógeno o por alcoxi con 1 a 4 átomos de carbono,R2 significa con 1 a 5 átomos de carbono substituido en caso dado por halógeno, R3 significa hidrógeno, halógeno o alquilo con 1 a 5 átomos de carbono substituido en caso dado por halógeno,R4 significa hidrógeno, ciano o halógeno,R5 significa, tiocarbamoilo o halógeno, yR6 significa nitro, ciano, carboxi, carbamoilo, tiocarbamoilo, hidroxi, mercapto, amino, hidroxiamino, aminosulfonilo, halógeno, significa alquilo, alcoxi, alquiltio, alquilsulfinilo, alquilsulfonilo, alquilcarbonilo, alcoxicarbonilo o alquilamino respectivamente con hasta 6 átomos de carbono, substituidos respectivamente en caso dado por ciano, por hidroxi, por alcoxi con 1 a 4 átomos de carbono, por alquil-carbonilo con 1 a 4 átomos de carbono, por alcoxi-carbonilo con 1 a 4 átomos de carbono, por alqueniloxi-carbonilo con 2 a 4 átomos de carbono, por alquiniloxi-carbonilo con 2 a 4 átomos de carbono, por alquilamino-carbonilo con 1 a 4 átomos de carbono, por di-(alquilo con 1 a 4 átomos de carbono)-amino-carbonilo, por fenoxicarbonilo y/o por fenilaminocarbonilo, significa alquenilo, alquinilo, alqueniloxi o alquiniloxi respectivamente con hasta 6 átomos de carbono, substituidos respectivamente en caso dado por ciano, por carboxi, por halógeno y/o por alcoxi-carbonilo con 1 a 4 átomos de carbono, significa alquilcarbonilamino, alcoxicarbonilamino, alquilsulfonilamino, N;N-bis-alquilsulfonil-amino o N-alquilcarbonil-N-alquilsulfonil-amino 2 -respectivamente con hasta 6 átomos de carbono en los grupos alquilo, substituidos respectivamente en caso dado por halógeno o por alcoxi con 1 a 4 átomos de carbono o significa feniloxi, naftiloxi, N-fenilcarbonil-N-alquilsulfonil-amino, N-piridilcarbonil-N-alquilsulfonil-amino, N-furilcarbonil-N-alquilsulfonil-amino o N-tienilcarbonil-N-alquilsulfonil-amino respectivamente con hasta 6 átomos de carbono en los grupos alquilo, substituido respectivamente en caso dado por ciano o por halógeno o por alquilo con 1 a 4 átomos de carbono, por alcoxi con 1 a 4 átomos de carbono o por alcoxi-carbonilo con 1 a 4 átomos de carbono (que están substituidos respectivamente en caso dado por alcoxi-carbonilo con 1 a 4 átomos de carbono, por alqueniloxi-carbonilo con 3 a 4 átomos de carbono o por alquiniloxi-carbonilo con 3 a 4 átomos de carbono).("productos activos del grupo 1")yb) al menos un compuesto de un segundo agrupo de herbicidas, que contiene los productos activos citados a continuación:2-cloro-N-(etoximetil)-N-(2-etil-6-metil-fenil)-acetamida (Acetochlor), 5-(2-cloro-4-triflúormetil-fenoxi)-2-nitro-benzoato de sodio (acifluorfen-sodio), 2-cloro-6-nitro-3-fenoxi-bencenamina (Aclonifen), 2-cloro-N-(metoximetil)-N-(2,6-dietil-fenil)-acetamida (Alachlor), N-etil-N'-i-propil-6-metiltio-1,3,5-triazin-2,4-diamina (Ametryn), 4-amino-N-(1,1-dimetil-etil)-4,5-dihidro-3-(1-metil-etil)-5-oxo-1H-1,2,4-triazol-1-carboxamida (Amicarbazone), N-(4,6-dimetoxi-pirimidin-2-il)-N'-(N-metil-n-metilsulfonil-sulfamoil-urea (Amidosulfuron), 1H-1,2,4-triazol-3-amina (Amitrole), 6-cloro-4-etil-amino-2-isopropilamino-1,3,5-triazina (Atrazin), 2-[2,4-dicloro-5-(2-propiniloxi)-fenil]-5,6,7,8-tetrahidro-1,2,4-triazol-[4,3-a]-piridin-3-(2H)-ona (Azafenidin), N-(4,6-dimetoxi-pirimidin-2-il)N'-[1-metil-4-(2metil-2H-tetrazol-5-il)-1H-pirazol-5-ilsulfonil]urea (Azimsulfuron), N-bencil-2-(4-flúor-3-triflúometil-fenoxi)-butanamida (Beflubutamid), ácido 4-cloro-2-oxo-3(2H)-benzotiazolacético (Benazolin), N-butil-N-etil-2,6-dinitro-4-triflúormetil-bencenamina (Benfluralin), N-(4,6-dimetoxi-pirimidin-2-il)-N' (2-metoxicarbonil-fenilmetilsulfonil)-urea (Bensulfuron), 2-[2-[4-(3,6-dihidro-3-metil-2,6-dioxo-4-trifliúormetil-1-(2H)-pirimidinilfenoximetil]-5-etil-fenoxi-propanoato de metilo (Benzfendizone), 3-(2-cloro-4-metilsulfonilbenzoil)4-feniltio-biciclo-[3.2.1]-oct-3-en-2-ona (Benzobicyclon), etilo N-benzoil-N-(3,4-dicloro-fenil)-DL-alaninato (Benzoylprop-etilo), 3-i-propil-1H-2,1,3-benzotiadiazin-4-(3H)-ona (bentazon), metil-5-(2,4-dicloro-fenoxi) 2-nitrobenzoato (Bifenox), 2,6-bis-(4,6-dimetoxi-pirimidin-2-il-oxi)-benzoato de sodio (Bispyribac-sodio), 5-bromo-6-metil-3-(1-metil-propil)-2,4(1H,3H)pirimidindiona (Bromacil), 2-bromo-3,3-dimetil-N-(1-metil-1-fenil-etil)-butanamida (Bromobutide), 3,5-dibromo-4-hidroxi-benzaldehido-O-(2,4-dinitro-fenil)oxima (Bromofenoxim), 3,5-dibromo-4-hidroxi-benzonitrilo (Bromoxynil), N-butoximetil-2-cloro-N-(2,6-dietilfenil)-acetamida (Butachlor), 2-cloro-5-(3,6-dihidro-3-metil-2,6-dioxo-4-troflúormetil-1-(2H)-pirimidinil)-benzoato de [1,1-dimetil-2-oxo-2-(2-propeniloxi)]etilo (Butafenacil-alilo), 2(1-etoxiimino-propil)-3-hidroxi-5-[2,4,6-trimetil-3-(1-oxo-butil)-fenil]-2-ciclohexen-1-ona (Butroxydim),S-etil-bis-(2-metil-propil)-tiocarbamato (Butylate), N,N-dietil-3-(2,4,6-trimetil-fenilsulfonil)-1H-1,2,4-triazol-1-carboxamida (Cafenstrole), 2-[1-[3-cloro-2-propenil)-oxi-imino]-propil]-3-hidroxi-5-(tetrahidro-2H-piran-4-il)-2-ciclohexen-1-ona (Caloxydim, Tepraloxydim),2-(4-cloro-2-flúor-5-(2-cloro-2-etoxicarbonil-etil)-fenil)-4-diflúormetil-5-metil-2,4-dihidro-3H-1,2,4-triazol-3-ona (Carfentrazone-etilo), 2,4-dicloro-1-(3-metoxi-4-nitro-fenoxi)-benceno (Chlomethoxifen), ácido 3-amino-2,5-dicloro-benzoico (Chloramben), N-(4-cloro-6-metoxi-pirimidin-2-il)-N'-(2-etoxicarbonil-fenilsulfonil)-urea (Chlorimuron-etilo), 1,3,5-tricloro-2-(4-nitro-fenoxi)-benceno (Chlornitrofen), N-(4-metoxi-6-metil-1,3,5-triazin-2-il)-N'-(2-cloro-fenilsulfonil)-urea (Chlorsulfuron), N'-(3-cloro-4-metil-fenil)-N,N-dimetil-urea (Chlorotoluron), 2-cloro-3[2-cloro-5-(1,3,4,5,6,7-hexahidro-1,3-dioxo-2H-isoindol-2-il)-fenil]-2-propanoato de etilo (Cinidon-etilo) N-(4,6-dimetoxi-1,3,5- triazin-2-il)-N'(2-(2-metoxi-etoxi)-fenilsulfonil)-urea (Cinosulfuron), 2-[1-[2-(4-cloro-fenoxi)-propoxiaminobutil]-5-(tetrahidro-2H-tiopiran-3-il)-1,3-ciclohexanodiona (Clefoxydim), (E,E)-( )-2-[1-[[(3-cloro-2-propenil)-oxi]-imino]]-propil]-3-hidroxi-2-ciclohexen-1-ona (Clethodim), (R)-(2-propinil)2-[4-(5-cloro-3-flúor-piridin-2-il-oxi)-fenoxi-propanoato (Clodinafop-propargilo), ácido 3,6-dicloro-piridin-2-carboxílico (Clopyralid), metil-3-cloro-2-[(5-etoxi-7-flúor[1,2,4]triazol[1,5-c]pirimidin-2-il-sulfonil)-amino]benzoato (Cloransulam-metilo), 2-cloro-4-etilamino-6-(1-ciano-1-metil-etilamino)-1,3,5-triazina (Cyanazine), N-(4,6-dimetoxi-pirimidin-2-il)-N'-(2-ciclopropilcarbonil-fenilsulfonil)-urea (Cyclosulfamuron), 2-(1-etoxiiminobutil)-3-hidroxi-5-(tetrahidro-2H-tiopiran-3-il)-2-ciclohexen-1-ona (Cycloxydim), ( R)-2-[4-(4-ciano-2-flúor-fenoxi)-fenoxi]-propanoato de butilo (Cyhalofop-butilo), ácido 2,4-dicloro- - 3 -fenoxiacético (2,4-D), 3,6-dicloro-2-metoxi-benzoico (Dicamba), (R)-2-(2,4-dicloro-fenoxi)-propanoico (Dichlorprop-P), metil-2-[4-(2,4-dicloro-fenoxi)-fenoxi]-propanoato (Diclofop-metilo), N-(2,6-dicloro-fenil)-5-etoxi-7-flúor-[1,2,4]-triazol-[1,5-c]-pirimidin-2-sulfonamida (Diclosulam), 1,2-dimetil-3,5-difenil-1H-pirazolium-metilsulfato (Difenzoquat), N-(2,4-diflúor-fenil)-2-(3-triflúormetil-fenoxi)-piridin-3-carboxamida (Diflufenican), ácido 2-[1-[(3,5-diflúor-fenil)-aminocarbonil-hidrazono]-etil]-piridin-3-carboxílico (Diflufenzopyr), S-(1-metil-1-fenil-etil)-piperidin-carbotioato (Dimepiperate), 2-cloro-N-2,6-dimetil-fenil)-N-(2-metoxi-etil)-acetamida (Dimethachlor), (S-) 2-cloro-N-(2,4-dimetil-3-tienil)-N-(2-metoxi-1-metil-etil)-acetamida (S-) (Dimethedamid), 2-amino-4-(1-flúor-1-metil-etil)-6-(1-metil-2-(3,5-dimetil-fenoxi)-etilamino)-1,3,5-triazina (Dimexyflam), N3;N3-dietil-2,4-dinitro-6-triflúormetil-1,3-diamino-benceno (Dinitramine), 6,7-dihidro-dipirido[1,2-a:2',1'-c]pirazindiium (Diquat), S,S-dimetil-2-diflúormetil-4-i-butil-6-triflúormetil-piridin-3,5-dicarbotioato (Dithiopyr), N'-(3,4-dicloro-fenil)- N,N-dimetil-urea (Diuron), 2-[2-(3-cloro-fenil)-oxiranilmetil]-2-etil-1H-inden-1,3(2H)-diona (Epropodan), S-etil-dipropiltiocarbamato (EPTC), S-(fenilmetil)-N-etil-N-(1,2-dimetilpropil)-tiocarbamato (Esprocarb), N-etil-N-(2-metil-2-propenil)-2,6-dinitro-4-triflúormetil-bencenamina (Ethalfluralin), (S)-(2-etoxi-1-metil-2-oxoetilo)-2-cloro-5-(2-cloro-4-triflúormetil-fenoxi)-benzoato (Ethoxyfen), N-(4,6-dimetoxi-pirimidin-2-il)-N'-(2-etoxi-fenoxisulfonil)-urea (Ethoxysulfuron), (R)-etil-2-[4-(6-cloro-benzoxazol-2-il-oxi)-fenoxi]-propanoato (Fenoxaprop-(P)-etilo), 4-(2-cloro-fenil-N-ciclohexil-N-etil-4,5-dihidro-5-oxo-1H-Etrazol-1-carboxamida (Fentrazamide), isopropil-N-benzoil-N-(3-cloro-4-flúor-fenil)-DL-alaninato (Flampro-isopropilo), isopropil-N-benzoil-N-(3-cloro-4-flúor-fenil)-L-alaninato (Flamprop-isopropilo-L), metil-N-benzoil-N-(3-cloro-4-flúor-fenoxi)-DL-alaninato (Flamprop-metilo), N-(2,6-diflúor-fenil)-8-flúor-5-metoxi-[1,2,4]-triazol-[1,5-c]-pirimidin-2-sulfonamida (Florasulam), ( R)-2-[4-(5-triflúor-metil-piridin-2-il-oxi)-fenoxi]-propanoato de butilo (Fluazifop, -butilo, -P-butilo), 5-(4-bromo-1-metil-5-triflúormetil-1H-pirazol-3-il)-2-cloro-4-flúor-benzoato de i-propilo (Fluazolate), 4,5-dihidro-3-metoxi-4-metil-5-oxo-N-[(2-triflúormetoxi-fenil)-sulfonil]-1H-1,2,4-triazol-1-carboxamida-sal sódica (Flucarbazone-sodio), N- (4-flúor.fenil)-N-i-propil-2-(5-triflúormetil-1,3,4-tiadiazol-2-il-oxi)-acetamida (Flufenacet), N-(2,6-diflúor-fenil)-5-metil-1,2,4-triazol[1,5-a]-pirimidin-2-sulfonamida (Flumetsulam), pentil-[2-cloro-4-flúor-5-(1,3,4,5,6,7,-hexahidro-1,3-dioxo-2H-isoindol-2-il)-fenoxi]-acetato (Flumiclorac-pentilo), 2-[7-flúor-3,4-dihidro-3-oxo-4(2-propinil)-2H-1,4-benzoxazin-6-il]-4,5,6,7-tetrahidro-1H-isoindol-1,3-diona (Flumioxazin), 2-[4-cloro-2-flúor-5-[(1-metil-2-propinil)-oxi]fenil]-4,5,6,7-tetrahidro-1H-isoindol-1,3(2H)-diona (Flumipropyn), 3-clorHerbicidal agents, characterized in that they have an active content of a combination of active products comprising at least one N-aryl-uracil of the formula (I) <EMI FILE = "00092017_1" ID = "1" MFI = JPEG> In which R1 means hydrogen, amino or alkyl with 1 to 5 carbon atoms substituted if necessary by cyano, by halogen or by alkoxy with 1 to 4 carbon atoms, R2 means with 1 to 5 carbon atoms substituted if necessary by halogen, R3 means hydrogen, halogen or alkyl with 1 to 5 carbon atoms substituted if necessary by halogen, R4 means hydrogen, cyano or halogen, R5 means, thiocarbamoyl or halogen, and R6 means nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, halogen, means alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl or alkylamino respectively with up to 6 carbon atoms, substituted respectively where appropriate cyano, by hydroxy, by alkoxy with 1 to 4 carbon atoms, by alkylcarbonyl with 1 to 4 carbon atoms, by alkoxycarbonyl with 1 to 4 carbon atoms, by alkenyloxycarbonyl with 2 to 4 atoms of carbon, by alkynyloxycarbonyl with 2 to 4 carbon atoms, by alkylaminocarbonyl with 1 to 4 carbon atoms, by di- (alkyl with 1 to 4 carbon atoms) -aminocarbonyl, by phenoxycarbonyl and / or by phenylaminocarbonyl, means alkenyl, alkynyl, alkenyloxy or alkynyloxy respectively with up to 6 carbon atoms, respectively substituted if necessary by cyano, by carboxy, by halogen and / or by alkoxycarbonyl with 1 to 4 carbon atoms, means alkylcarbonylamino, alkoxycarbonylamino , alkylsulfonylamino, N; N-bis-alkylsulfonyl-amino or N-alkylcarbonyl-N-alkylsulfonyl-amino 2 -specifically with up to 6 carbon atoms in the alkyl groups, substituted respectively where appropriate by halogen or by alkoxy with 1 to 4 carbon atoms oo means phenyloxy, naphthyloxy, N-phenylcarbonyl-N-alkylsulfonyl-amino, N-pyridylcarbonyl-N-alkylsulfonyl-amino, N-furylcarbonyl-N-alkylsulfonyl-amino or N-thienylcarbonyl-N-alkylsulfonyl-amino respectively with up to 6 atoms carbon in the alkyl groups, respectively substituted, if appropriate, by cyano or by halogen or by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by alkoxycarbonyl with 1 to 4 carbon atoms ( which are respectively substituted, if appropriate, by alkoxycarbonyl with 1 to 4 carbon atoms, by alkenyloxycarbonyl with 3 to 4 carbon atoms or by alkynyloxycarbonyl with 3 to 4 carbon atoms). ("active products of the group 1 ") and b) at least one compound of a second group of herbicides, containing the active products mentioned below: 2-chloro-N- (ethoxymethyl) -N- (2-ethyl-6-methyl-phenyl) -acetamide (Acetochlor), 5- (2-Chloro-4-trifluoromethyl-phenoxy) -2-sodium nitro-benzoate (acifluorfen-sodium), 2- chloro-6-nitro-3-phenoxy-bencenamine (Aclonifen), 2-chloro-N- (methoxymethyl) -N- (2,6-diethyl-phenyl) -acetamide (Alachlor), N-ethyl-N'-i -propyl-6-methylthio-1,3,5-triazin-2,4-diamine (Ametryn), 4-amino-N- (1,1-dimethyl-ethyl) -4,5-dihydro-3- (1 -methyl-ethyl) -5-oxo-1H-1,2,4-triazol-1-carboxamide (Amicarbazone), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (N-methyl -n-methylsulfonyl-sulfamoyl-urea (Amidosulfuron), 1H-1,2,4-triazol-3-amine (Amitrole), 6-chloro-4-ethyl-amino-2-isopropylamino-1,3,5-triazine (Atrazin), 2- [2,4-dichloro-5- (2-propynyloxy) -phenyl] -5,6,7,8-tetrahydro-1,2,4-triazole- [4,3-a] - pyridin-3- (2H) -one (Azafenidin), N- (4,6-dimethoxy-pyrimidin-2-yl) N '- [1-methyl-4- (2methyl-2H-tetrazol-5-yl) - 1H-pyrazol-5-ylsulfonyl] urea (Azimsulfuron), N-benzyl-2- (4-fluorine-3-trifluoromethyl-phenoxy) -butanamide (Beflubutamid), 4-chloro-2-oxo-3 (2H) - benzothiazoleacetic acid (Benazolin), N-butyl-N-ethyl-2,6-dinitro-4-trifluoromethyl-benzenamine (Benfluralin), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '(2-methoxycarbonyl) -phenylmethylsulfonyl) -urea (Be nsulfuron), 2- [2- [4- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1- (2H) -pyrimidinylphenoxymethyl] -5-ethyl-phenoxy-propanoate methyl (Benzfendizone), 3- (2-Chloro-4-methylsulfonylbenzoyl) 4-phenylthio-bicyclo- [3.2.1] -oct-3-en-2-one (Benzobicyclon), ethyl N-benzoyl-N- (3, 4-dichloro-phenyl) -DL-alaninate (Benzoylprop-ethyl), 3-i-propyl-1H-2,1,3-benzothiadiazin-4- (3H) -one (bentazon), methyl-5- (2, 4-Dichloro-phenoxy) 2-nitrobenzoate (Bifenox), 2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoate sodium (Bispyribac-sodium), 5-bromo-6- methyl-3- (1-methyl-propyl) -2,4 (1H, 3H) pyrimidinedione (Bromacil), 2-bromo-3,3-dimethyl-N- (1-methyl-1-phenyl-ethyl) -butanamide (Bromobutide), 3,5-dibromo-4-hydroxy-benzaldehyde-O- (2,4-dinitro-phenyl) oxime (Bromofenoxim), 3,5-dibromo-4-hydroxy-benzonitrile (Bromoxynil), N-butoxymethyl -2-Chloro-N- (2,6-diethylphenyl) -acetamide (Butachlor), 2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-trofluoromethyl-1- ( 2H) [1,1-Dimethyl-2-oxo-2- (2-propenyloxy)] ethyl (Butafenacyl-allyl), [1,1-dimethyl-2-oxo-2- (2-propenyloxy) benzoate, 2 (1-ethoxyimino-propyl) -3-hydroxy-5- [2,4,6-trimethyl-3- (1-oxo-butyl) -phenyl] -2-cyclohexen-1-one (Butroxydim), S- ethyl-bis- (2-methyl-propyl) -thiocarbamate (Butylate), N, N-diethyl-3- (2,4,6-trimethyl-phenylsulfonyl) -1H-1,2,4-triazol-1-carboxamide (Cafenstrole), 2- [1- [3-Chloro-2-propenyl) -oxy-imino] -propyl] -3-hydroxy-5- (tetrahydro-2H-pyran-4-yl) -2-cyclohexen-1 -one (Caloxydim, Tepraloxydim), 2- (4-chloro-2-fluorine-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro- 3H-1,2,4-triazol-3-one (Carfentrazone-ethyl), 2,4-dichloro-1- (3-methoxy-4-nitro-phenoxy) -benzene (Chlomethoxifen), 3-amino-2 acid , 5-dichloro-benzoic (Chloramben), N- (4-chloro-6-methoxy-pyrimidin-2-yl) -N '- (2-ethoxycarbonyl-phenylsulfonyl) -urea (Chlorimuron-ethyl), 1,3, 5-Trichloro-2- (4-nitro-phenoxy) -benzene (Chlornitrofen), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '- (2-chloro -phenylsulfonyl) -urea (Chlorsulfuron), N '- (3-chloro-4-methyl-phenyl) -N, N-dimethyl-urea (Chlorotoluron), 2-chloro-3 [2-chloro-5- (1, 3,4,5,6,7-hexahydro-1,3-dioxo-2H-is Oindol-2-yl) -phenyl] -2-ethyl propanoate (Cinidon-ethyl) N- (4,6-dimethoxy-1,3,5-triazin-2-yl) -N '(2- (2- Methoxy-ethoxy) -phenylsulfonyl) -urea (Cinosulfuron), 2- [1- [2- (4-Chloro-phenoxy) -propoxyaminobutyl] -5- (tetrahydro-2H-thiopiran-3-yl) -1,3- cyclohexanedione (Clefoxydim), (E, E) - () -2- [1 - [[(3-chloro-2-propenyl) -oxy] -imino]] - propyl] -3-hydroxy-2-cyclohexen-1 -one (Clethodim), (R) - (2-propinyl) 2- [4- (5-chloro-3-fluorine-pyridin-2-yl-oxy) -phenoxy-propanoate (Clodinafop-propargyl), acid 3, 6-Dichloro-pyridin-2-carboxylic (Clopyralid), methyl-3-chloro-2 - [(5-ethoxy-7-fluorine [1,2,4] triazole [1,5-c] pyrimidin-2-yl -sulfonyl) -amino] benzoate (Chloransulam-methyl), 2-chloro-4-ethylamino-6- (1-cyano-1-methyl-ethylamino) -1,3,5-triazine (Cyanazine), N- (4 , 6-dimethoxy-pyrimidin-2-yl) -N '- (2-cyclopropylcarbonyl-phenylsulfonyl) -urea (Cyclosulfamuron), 2- (1-ethoxyiminobutyl) -3-hydroxy-5- (tetrahydro-2H-thiopyran-3 -yl) -2-cyclohexen-1-one (Cycloxydim), (R) -2- [4- (4-cyano-2-fluorine-phenoxy) -phenoxy] -butylpropanoate (Cyhalofop-butyl), acid or 2,4-dichloro- -3-phenoxyacetic (2,4-D), 3,6-dichloro-2-methoxy-benzoic (Dicamba), (R) -2- (2,4-dichloro-phenoxy) - propanoic acid (Dichlorprop-P), methyl-2- [4- (2,4-dichloro-phenoxy) -phenoxy] -propanoate (Diclofop-methyl), N- (2,6-dichloro-phenyl) -5-ethoxy- 7-Fluoro- [1,2,4] -triazol- [1,5-c] -pyrimidin-2-sulfonamide (Diclosulam), 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium-methyl sulfate (Difenzoquat ), N- (2,4-difluoro-phenyl) -2- (3-trifluoromethyl-phenoxy) -pyridin-3-carboxamide (Diflufenican), 2- [1 - [(3,5-difluoro-phenyl) - aminocarbonyl-hydrazono] -ethyl] -pyridin-3-carboxylic acid (Diflufenzopyr), S- (1-methyl-1-phenyl-ethyl) -piperidine-carbothioate (Dimepiperate), 2-chloro-N-2,6-dimethyl- phenyl) -N- (2-methoxy-ethyl) -acetamide (Dimethachlor), (S-) 2-chloro-N- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-1-methyl -ethyl) -acetamide (S-) (Dimethedamid), 2-amino-4- (1-fluorine-1-methyl-ethyl) -6- (1-methyl-2- (3,5-dimethyl-phenoxy) - ethylamino) -1,3,5-triazine (Dimexyflam), N3; N3-diethyl-2,4-dinitro-6-trifluoromethyl-1,3-diamino-benzene (Dinitramine), 6,7-dihyd ro-dipyrido [1,2-a: 2 ', 1'-c] pyrazindiium (Diquat), S, S-dimethyl-2-difluoromethyl-4-i-butyl-6-trifluoromethyl-pyridine-3,5-dicarbotioate (Dithiopyr), N '- (3,4-dichloro-phenyl) - N, N-dimethyl-urea (Diuron), 2- [2- (3-chloro-phenyl) -oxyranylmethyl] -2-ethyl-1H- inden-1,3 (2H) -dione (Epropodan), S-ethyl-dipropylthiocarbamate (EPTC), S- (phenylmethyl) -N-ethyl-N- (1,2-dimethylpropyl) -thiocarbamate (Esprocarb), N- ethyl-N- (2-methyl-2-propenyl) -2,6-dinitro-4-trifluoromethyl-bencenamine (Ethalfluralin), (S) - (2-ethoxy-1-methyl-2-oxoethyl) -2-chloro -5- (2-Chloro-4-trifluoromethyl-phenoxy) -benzoate (Ethoxyfen), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '- (2-ethoxy-phenoxysulfonyl) -urea (Ethoxysulfuron ), (R) -ethyl-2- [4- (6-chloro-benzoxazol-2-yl-oxy) -phenoxy] -propanoate (phenoxaprop- (P) -ethyl), 4- (2-chloro-phenyl- N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-Etrazol-1-carboxamide (Fentrazamide), isopropyl-N-benzoyl-N- (3-chloro-4-fluorine-phenyl) -DL -alaninate (Flampro-isopropyl), isopropyl-N-benzoyl-N- (3-chloro-4-fluorine-phenyl) -L-alaninate (Flamprop-isopropyl-L), me til-N-benzoyl-N- (3-chloro-4-fluoro-phenoxy) -DL-alaninate (Flamprop-methyl), N- (2,6-difluoro-phenyl) -8-fluorine-5-methoxy- [ 1,2,4] -triazol- [1,5-c] -pyrimidin-2-sulfonamide (Florasulam), (R) -2- [4- (5-trifluoro-methyl-pyridin-2-yl-oxy) -phenoxy] -butylpropanoate (Fluazifop, -butyl, -P-butyl), 5- (4-bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl) -2-chloro-4-fluorine -propyl benzoate (Fluazolate), 4,5-dihydro-3-methoxy-4-methyl-5-oxo-N - [(2-trifluoromethoxy-phenyl) -sulfonyl] -1H-1,2,4- triazol-1-carboxamide-sodium salt (Flucarbazone-sodium), N- (4-fluorine-phenyl) -Ni-propyl-2- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) - acetamide (Flufenacet), N- (2,6-difluoro-phenyl) -5-methyl-1,2,4-triazol [1,5-a] -pyrimidin-2-sulfonamide (Flumetsulam), pentyl- [2- chloro-4-fluorine-5- (1,3,4,5,6,7, -hexahydro-1,3-dioxo-2H-isoindol-2-yl) -phenoxy] -acetate (Flumiclorac-pentyl), 2 - [7-Fluoro-3,4-dihydro-3-oxo-4 (2-propynyl) -2H-1,4-benzoxazin-6-yl] -4,5,6,7-tetrahydro-1H-isoindole- 1,3-dione (Flumioxazin), 2- [4-chloro-2-fluorine-5 - [(1-methyl-2-p ropinyl) -oxy] phenyl] -4,5,6,7-tetrahydro-1H-isoindole-1,3 (2H) -dione (Flumipropyn), 3-chlor

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DE19958381A1 (en) 2001-06-07
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US6734139B1 (en) 2004-05-11
EP1278413A2 (en) 2003-01-29
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US20040171488A1 (en) 2004-09-02
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